140867-40-9

Basic information

• Product Name: (R)-5-(S)-Cyclohexa-2,4-dienyl-3,5-dimethyl-5,6-dihydro-[1,4]oxazin-2-one
• CAS NO: 140867-40-9
• Molecular Weight: 205.257
• Mol File: 140867-40-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-5-(S)-Cyclohexa-2,4-dienyl-3,5-dimethyl-5,6-dihydro-[1,4]oxazin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-(S)-Cyclohexa-2,4-dienyl-3,5-dimethyl-5,6-dihydro-[1,4]oxazin-2-one(140867-40-9)
• EPA Substance Registry System: (R)-5-(S)-Cyclohexa-2,4-dienyl-3,5-dimethyl-5,6-dihydro-[1,4]oxazin-2-one(140867-40-9)

Safety Data

• Hazardous Substances Data: 140867-40-9(Hazardous Substances Data)

Upstream product

• 140867-36-3 (1R*,4R*,5R*,5'S*)-7,7-dimethoxy-5-<5'-(3',5'-dimethyl-5',6'-dihydro-2'H-1',4'-oxazin-2'-onyl)>-bicyclo<2.2.1>hept-2-ene 
• 140867-38-5 (1R*,4R*,5R*,5'S*)-5-<5'-(3',5'-dimethyl-5',6'-dihydro-2'H-1',4'-oxazin-2'-onyl)>-bicyclo<2.2.1>hept-2-en-7-one 
• 140867-36-3 (1R*,4R*,5R*,5'R*)-7,7-dimethoxy-5-<5'-(3',5'-dimethyl-5',6'-dihydro-2'H-1',4'-oxazin-2'-onyl)>-bicyclo<2.2.1>hept-2-ene 
• 140867-38-5 (1R*,4R*,5R*,5'R*)-5-<5'-(3',5'-dimethyl-5',6'-dihydro-2'H-1',4'-oxazin-2'-onyl)>-bicyclo<2.2.1>hept-2-en-7-one 

Relevant articles and documents

A new retro-aza-ene reaction: Formal reductive amination of an α-keto acid to an α-amino acid

Two diastereomeric reductive amination reagents, 1a and 1b, were synthesized. Each reagent was condensed with ethyl pyruvate as a model α-keto acid. Flash vacuum pyrolysis of the pyruvate adducts, 10a and 10b, results in cheleotropic elimination of CO, followed by a new type of retro-aza-ene reaction. A molecule of benzene and a protected alanine derivative, 11, are produced in the retro-ene reaction. This sequence constitutes the first formal more readily than distereomer 10a, indicating that an exo transition state is preferred over an endo transition state for this particular retro-aza-ene reaction.